5'-O-(4,4'-dimethoxytriphenylmethyl)-N2-phenylacetyl-O6-methoxycarbonylmethyl-2'-deoxyguanosine | 302585-13-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 5'-O-(4,4'-dimethoxytriphenylmethyl)-N2-phenylacetyl-O6-methoxycarbonylmethyl-2'-deoxyguanosine
• 英文别名: 5'-O-(4,4'-dimethoxytriphenylmethyl)-N2-phenylacetyl-O⁶-methoxycarbonylmethyl-2'-deoxyguanosine
• CAS: 302585-13-3
• 化学式: C₄₂H₄₁N₅O₉
• 分子量: 759.816
• InChiKey: FHJWGSWIAZHUMD-GABYNLOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.23
• 重原子数：
  56.0
• 可旋转键数：
  15.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  165.38
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 5'-O-(4,4'-dimethoxytriphenylmethyl)-N2-phenylacetyl-O6-methoxycarbonylmethyl-2'-deoxyguanosine 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以46%的产率得到5'-O-(4,4'-dimethoxytriphenylmethyl)-N2-phenylacetyl-O⁶-methoxycarbonylmethyl-2'-deoxyguanosine-3'-O-(2-cyanoethyl-N,N-diisopropylamino)-phosphoramidite
  参考文献：
  名称：

  Synthesis and Characterization of DNA Containing O6-Carboxymethylguanine

  摘要：

  O-6-Carboxymethylguanine was formed in DNA treated with N-nitrosoglycocholic acid and believed to be implicated in human gastrointestinal and colorectal tumour. An efficient method is presented here for synthesis of oligodeoxynucleotides containing O-6-carboxymethylguanine at pre-determined positions. The synthetic protocol also allows for production of oligomers containing O-6-aminocarbonylmethylguanine. These guanine-modified oligomers have been fully characterized and could provide a useful tool for biological studies of these modified bases. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00556-1
• 作为产物：
  描述：

  在 吡啶 、 4-二甲氨基吡啶 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 5'-O-(4,4'-dimethoxytriphenylmethyl)-N2-phenylacetyl-O6-methoxycarbonylmethyl-2'-deoxyguanosine
  参考文献：
  名称：

  Synthesis and Characterization of DNA Containing O6-Carboxymethylguanine

  摘要：

  O-6-Carboxymethylguanine was formed in DNA treated with N-nitrosoglycocholic acid and believed to be implicated in human gastrointestinal and colorectal tumour. An efficient method is presented here for synthesis of oligodeoxynucleotides containing O-6-carboxymethylguanine at pre-determined positions. The synthetic protocol also allows for production of oligomers containing O-6-aminocarbonylmethylguanine. These guanine-modified oligomers have been fully characterized and could provide a useful tool for biological studies of these modified bases. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00556-1